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Ring‐Expansion of Cyclopropyl Ketones to Furans
Author(s) -
Donnelly John A.,
Macken Patrick J.,
O'Brien Simon
Publication year - 1981
Publication title -
israel journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.908
H-Index - 54
eISSN - 1869-5868
pISSN - 0021-2148
DOI - 10.1002/ijch.198100037
Subject(s) - chemistry , phosphorus pentachloride , bromine , furan , ketone , ring (chemistry) , organic chemistry , medicinal chemistry
Abstract Rigid cyclopropyl ketones were rearranged by phosphorus pentachloride to furans. This ring‐expansion was also possible using bromine and an acid. A β, γ‐unsaturated ketone, a supposed intermediate in the reaction, gave furan products when treated with bromine alone.